N-[(1SR,2RS)-2-Phenylcyclopropyl]-4-(pyridin-2-yloxy)piperidine-1-carboxamide

ID: ALA3114612

PubChem CID: 76332319

Max Phase: Preclinical

Molecular Formula: C20H23N3O2

Molecular Weight: 337.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N[C@H]1C[C@@H]1c1ccccc1)N1CCC(Oc2ccccn2)CC1

Standard InChI:  InChI=1S/C20H23N3O2/c24-20(22-18-14-17(18)15-6-2-1-3-7-15)23-12-9-16(10-13-23)25-19-8-4-5-11-21-19/h1-8,11,16-18H,9-10,12-14H2,(H,22,24)/t17-,18+/m1/s1

Standard InChI Key:  DLKMRKXWNNOOQN-MSOLQXFVSA-N

Molfile:  

     RDKit          2D

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   30.8942   -3.6878    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6088   -3.2752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3232   -3.6878    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6088   -2.4502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.0378   -3.2752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8609   -3.2752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4484   -2.5608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5754   -3.6878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5709   -4.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2845   -4.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0000   -4.5137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9974   -3.6845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2831   -3.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1797   -3.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4674   -3.6821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4631   -4.5075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1775   -4.9222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8961   -4.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7471   -4.9174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.0341   -4.5020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0427   -3.6777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3304   -3.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6134   -3.6725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6129   -4.5017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3257   -4.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  5  3  1  1
  6  5  1  0
  7  6  1  0
  5  7  1  0
  6  8  1  6
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  1 14  1  0
  1 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3114612

   N-[(1S,2R)-2-phenylcyclopropyl]-4-pyridin-2-yloxypiperidine-1-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 337.42

Molecular Weight (Monoisotopic): 337.1790

AlogP: 3.19

#Rotatable Bonds: 4

Polar Surface Area: 54.46

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.89

CX LogP: 2.30

CX LogD: 2.30

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.93

Np Likeness Score: -1.32

References

1. Takai K, Nakajima T, Takanashi Y, Sone T, Nariai T, Chiyo N, Nakatani S, Ishikawa C, Yamaguchi N, Fujita K, Yamada K..  (2014)  Structure-based optimization of cyclopropyl urea derivatives as potent soluble epoxide hydrolase inhibitors for potential decrease of renal injury without hypotensive action.,  22  (5): [PMID:24530032] [10.1016/j.bmc.2014.01.040]

Source

Source(1):

• Scientific Literature